Abstract
The reactions of β-piperidinopropionamidoxime with substituted benzoyl chlorides afforded O-benzoylation products, which underwent cyclization to form 5-phenyl-3-(β-piperidino)ethyl-1,2,4-oxadiazoles upon heating in dimethylformamide in the presence of molecular sieves at 60 °C for 1—2.5 h. Heating of O-benzoyl-β-piperidinopropionamidoxime in dimethylformamide in the presence of K2CO3 at 85 °C for 4 h afforded a mixture of 5-phenyl-3-(β-piperidino)ethyl-1,2,4-oxadiazole, benzoic acid, and N-(β-piperidino)ethylurea.
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Kayukova, L.A., Zhumadildaeva, I.S. & Praliyev, K.D. Cyclization of O-benzoyl-β-piperidinopropionamidoximes to form 5-phenyl-3-(β-piperidino)ethyl-1,2,4-oxadiazoles. Russian Chemical Bulletin 51, 2100–2105 (2002). https://doi.org/10.1023/A:1021628430346
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DOI: https://doi.org/10.1023/A:1021628430346